HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosulfonyl isocyanate → 6-Bromo-5-fluoro-1H-indole-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosulfonyl isocyanate | HCID 70918 | — |
| Reactant | 6-Bromo-5-fluoroindole | HCID 22262922 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Bromo-5-fluoro-1H-indole-3-carbonitrile | HCID 53402957 | 100.1% |
Reaction Steps
To 6-bromo-5-fluoro-1H-indole (9.4 g, 43.9 mmol) in DMF (50 mL) at −78° C. was added chlorosulfonyl isocyanate (4.6 mL, 53 mmol). After complete addition the mixture was allowed to warm to room temperature and stir for 2 hrs. The reaction mixture was poured into ice water and stirred for 30 minutes. The precipitate was collected on a filter, washed with ice water and dried in a vacuum oven to give 6-bromo-5-fluoro-1H-indole-3-carbonitrile as a light-beige solid (10.5 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735414B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-e3d4899e65b14de1911901fe2ae5dafc |
| Source note | uspto-grants-2014_05 |